Réaction #43464

Équation de réaction

compound 1G

2-Hydroxybicyclo[3.2.0]heptan-6-one

Et3N

benzoyl chloride

→

title compound

Rendement 86.3%

6-Oxobicyclo[3.2.0]heptan-2-yl benzoate

Rendement 86.3%

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   Autrequenched with water
2. 2
   ExtractionThe product was extracted with CH2Cl2
3. 3
   Lavagethe organics were washed with saturated aqueous NaHCO3
4. 4
   Séchagedried over Na2SO4
5. 5
   Concentrationconcentrated
6. 6
   AutrePurification by silica gel chromatography (5% EtOAc in hexanes)

Mode opératoire

To a stirred solution of compound 1G (1.9 g, 15.1 mmol) in CH2Cl2 (10 mL) at 0° C. under nitrogen were added Et3N (3.1 mL, 22.2 mmol) and benzoyl chloride (2.33 g, 16.6 mmol). The reaction was stirred at 0° C. for 60 min and RT for 30 min, then quenched with water. The product was extracted with CH2Cl2, the organics were washed with saturated aqueous NaHCO3, dried over Na2SO4, and concentrated. Purification by silica gel chromatography (5% EtOAc in hexanes) provide the title compound (3 g).

Source